Nalpha-Methyl-L-phenylalaninamide

Base Information

• Chemical Name: Nalpha-Methyl-L-phenylalaninamide
• CAS No.: 17193-30-5
• Molecular Formula: C6H5(CH2)2CONH2
• Molecular Weight: 178.234
• DSSTox Substance ID: DTXSID60443671
• Wikidata: Q82261573
• Mol file: 17193-30-5.mol

Synonyms:17193-30-5;Nalpha-Methyl-L-phenylalaninamide;(S)-2-(Methylamino)-3-phenylpropanamide;(2S)-2-(METHYLAMINO)-3-PHENYLPROPANAMIDE;H-MePhe-NH2;SCHEMBL3596182;DTXSID60443671;PYRTVXRJEYPGJX-VIFPVBQESA-N

Chemical Property of Nalpha-Methyl-L-phenylalaninamide

Chemical Property:

• Boiling Point: 353.3±35.0 °C(Predicted)
• PKA: 15.99±0.50(Predicted)
• PSA: 56.11000
• Density: 1.078±0.06 g/cm3(Predicted)
• LogP: 1.84300
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 178.110613074
• Heavy Atom Count: 13
• Complexity: 164

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC(CC1=CC=CC=C1)C(=O)N
• Isomeric SMILES: CN[C@@H](CC1=CC=CC=C1)C(=O)N

Technology Process of Nalpha-Methyl-L-phenylalaninamide

There total 7 articles about Nalpha-Methyl-L-phenylalaninamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

α-methylamino-β-phenylpropionamide (17193-30-5) → (R)-(-)-α-methylamino-β-phenylpropionamide + N-Methyl-L-phenylalanine (2566-30-5) + N-methyl-D-phenylalanine (56564-52-4) + (S)-(+)-α-methylamino-β-phenylpropionamide (17193-30-5)

Guidance literature:

With Rhodococcus sp. AJ₂₇₀ cells; In phosphate buffer; at 30 ℃; for 2h; pH=7.0; Title compound not separated from byproducts;

DOI:10.1016/j.tetasy.2005.06.023

Reference yield:

Cbz-(NMe)Phe sodium salt → (S)-(+)-α-methylamino-β-phenylpropionamide (17193-30-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) N-methylmorpholine, isobutyl chloroformate, 2.) NH₄OH / 1.) THF, -10 deg C, 5 min, 2.) THF, -10 deg C, 15 min

2: 94 percent / H₂ / 20percent Pd-C / methanol / 3040 Torr

With 4-methyl-morpholine; ammonium hydroxide; hydrogen; isobutyl chloroformate; palladium on activated charcoal; In methanol;

DOI:10.1021/jm00089a010

Reference yield:

N-Methyl-L-phenylalanine (2566-30-5) → (S)-(+)-α-methylamino-β-phenylpropionamide (17193-30-5)

Guidance literature:

Multi-step reaction with 3 steps

1: NaOH / acetone

2: (i) Et₃N, ClCO₂Et, THF, (ii) NH₃

3: H₂ / Pd-C / acetic acid

With sodium hydroxide; hydrogen; palladium on activated charcoal; In acetic acid; acetone;

DOI:10.1039/j39680000531

upstream raw materials:

(S)-ethyl-2-(methylamino)-3-phenylpropanoate

N-Methyl-L-phenylalanine

(S)-N-benzyloxycarbonyl-N-methyl-phenyl alanine

(2S)-N-fluorenylmethyloxycarbonyl-2-amino-N-methyl-3-phenylpropanoic acid

Downstream raw materials:

N-Methyl-L-phenylalanine

N-methyl-D-phenylalanine

allyl (5R,6S)-2-<methyl>-6-<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>penem-3-carboxylate